After weighting all of that, does it make the most sense to try to keep this tenant in place? 

Let that propel you forward at an even faster pace.

There is a lot of weight on marketing, and a lot of inputs to that cycle.

Which is a lesson learned for me because I need to plan things out and recognize issues faster.

Choose a location with low-cost homeowners insurance because they have the lowest risk of natural disasters: Insurance - ValuePenguinIf you follow the above process, you will now have a short list of potential cities that are very likely to appreciate much faster than others due to their strong fundamentals.

In cities with significant and sustained population growth, rents and prices will rise faster than inflation, enabling financial freedom.Conversely, rents and prices rise slowly in cities with static or declining populations because the current housing inventory is sufficient.

If you can’t quantify risk and don’t understand the mechanics of “weighted” average of expected return and range of returns (standard deviation) then you are at a severe disadvantage and should consider a competent investment / financial manager for your investment capital.  

It makes it so much easier and faster to input everything and you have all the forms you need.

yep your weight in gold.  

Expect to spend a considerable amount of your time speaking to people.Expect to work dozens of hours/week with little to no immediate result.Expect most of your early interest from potential clients to come from your sphere of influence.Expect to go 3-6 months without getting paid (unless you do rentals which usually pay faster)Expect to be bombarded with distractions - mainly, people/companies marketing to you so that you choose their system for quick and easy buyer or seller leads.